Title: Port Chester Vacation Home Rentals from CA $187: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Port Chester](https://expedia.ca/Port-Chester-Hotels.d3000449448.Travel-Guide-Hotels)[Vacation Rentals in Port Chester](https://expedia.ca/Port-Chester-Vacation-Rentals.d3000449448.Travel-Guide-VacationRentals)[Flights to Port Chester](https://expedia.ca/Cheap-Flights-To-Port-Chester.d3000449448.Travel-Guide-Flights)[Port Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Port-Chester.d3000449448.Car-Rental-Guide)[Port Chester Vacation Packages](https://expedia.ca/Port-Chester.d3000449448.Destination-Travel-Guides) ![Kingston, NY - USA- May 12, 2021: The Old Dutch Church, a 19th-century bluestone church and cemetery located on Wall Street in the Kingston Stockade District.](https://images.trvl-media.com/place/3000449448/277dc563-a965-457f-a458-b65d7fcfaeb4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Port Chester Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000449448&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000449448&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000449448&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000449448&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Port Chester vacation homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120820000/120815500/120815404/8da9deff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/121000000/120820000/120815500/120815404/6de7f39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120820000/120815500/120815404/65024241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120820000/120815500/120815404/fe42d473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House in quiet Westchester county neighborhood Port Chester [](https://www.expedia.ca/Rye-Brook-Hotels-House-In-Quiet-Westchester-County-Neighborhood.h120815404.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/70b02142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/32fb7c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock. Greenwich 9.6/10 Exceptional (23) "The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria R. CA $178 CA $369 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/f2e7ce71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, Netflix](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/w1170h771x0y0-9623bf5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/66144591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/6073858e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nice Cozy Room By Empire City Casino And Cross County Shopping Center Southeast Yonkers 8.2/10 Very good (18) "Great place great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daquan H. CA $131 CA $187 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Yonkers-Hotels-Nice-Cozy-Room-By-Empire-City-Casino-And-Cross-County-Shopping-Center.h57343699.Hotel-Information) ![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/11c0d934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/dfe354b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/a93ef49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/346e3932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Cottage - Cold Spring Harbor Water Views Cold Spring Harbor 10/10 Exceptional (73) "Location was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda J P. CA $429 CA $842 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/3138ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/bdaff4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/2730f6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi Waterside 9.8/10 Exceptional (9) "Lovely little home in Stamford." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pat A. CA $218 CA $456 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/41ac102f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/2a3d63c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/220d7b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/7c5d6df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 45 Minutes from NYC, Entire House near Stamford Downtown, Downtown Stamford 10/10 Exceptional (21) "Our hosts were very attentive and responsive with communications. The house is lovely, clean, well stocked and in a great location. We thoroughly enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan P. CA $229 CA $521 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Stamford-Hotels-45-Minutes-From-NYC.h95621659.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123150000/123148400/123148396/892a2702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123150000/123148400/123148396/0642ad8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/124000000/123150000/123148400/123148396/0a6d577c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123150000/123148400/123148396/659bf948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Family Loft with Dining, Game Room, Near NYC, Sleeps 14 Leonia CA $248 CA $609 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Leonia-Hotels-Spacious-Family-Loft-With-Dining.h123148396.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122050000/122041700/122041612/bc47e5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/123000000/122050000/122041700/122041612/a3defb7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122050000/122041700/122041612/w1290h955x0y10-df3c4b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122050000/122041700/122041612/e3358300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema Hicksville 10/10 Exceptional (1) "Wonderful house for our family trip to Long Island, the perfect space for us and plenty of room for my littles to play. Rooms were spacious and comfortable and the house was clean! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abigail F. CA $416 CA $693 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Hicksville-Hotels-Spacious-4-Bedroom-25-Bath-Colonial-In-Hicksville-By-Seema.h122041612.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/65239b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/w2048h1363x0y0-71f86970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/2d5d6a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/690553a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC Norwalk 10/10 Exceptional (8) "We were so pleased with the accommodations. The location is so quiet in a charming neighborhood. The home is well equipped with kitchen supplied and entertainment options. We were delighted to be able to barbecue. Claudia is very responsive and helpful." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) nawab k. CA $373 CA $817 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/73215319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/ad7bdde0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video-game console, books, offices](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/d5a3b5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/6fd6f16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Beach Home near Stamford Downtown/Beach Cove - East Side - Shippan 10/10 Exceptional (23) "A very nice house, with excellent service and an unbeatable location. We had a great time." ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Armando V. CA $414 CA $1,009 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Stamford-Hotels-Stylish-Beach-Home-Near-Stamford-DowntownBeach.h70580407.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117660000/117656500/117656453/w1163h759x7y0-0a14a6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117660000/117656500/117656453/w1170h767x0y0-4f5aa4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117656500/117656453/cba3915c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117660000/117656500/117656453/d0b21979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom modern family retreat! Huntington 9.6/10 Exceptional (8) "Great location & thoughtful amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua CA $455 CA $681 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Huntington-Hotels-Charming-3-Bedroom-Modern-Family-Retreat.h117656453.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/b41c748f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/dfbd7e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/185a287e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/2cce1da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near... West Side 9.4/10 Exceptional (6) "Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave J. CA $385 CA $774 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18761000/18760929/adf16c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18761000/18760929/22638b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18761000/18760929/ae6adbaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18761000/18760929/1f350e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Stylish Chic 4BR 4BA Home Pet Friendly! North Stamford 10/10 Exceptional (105) "Wonderful family home!Everything you need!Beautiful location!Great host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda T. CA $604 CA $1,303 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Stamford-Hotels-Bright-Stylish-Chic-4BR-4BA-Home-Pet-Friendly.h18760929.Hotel-Information) ![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/7b65d74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Bathroom](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/cd3a4fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/a39c5068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/8f1ad48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury NY Home with Free Parking White Plains 8.0/10 Very good (1) "Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Safiya [](https://www.expedia.ca/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.Hotel-Information) ![Fridge, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/112000000/111450000/111447800/111447776/3693f22a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/112000000/111450000/111447800/111447776/ec5882bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/112000000/111450000/111447800/111447776/cdb720d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/112000000/111450000/111447800/111447776/67605271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2BR | Manhattan | 20 min to Times Square Manhattan 7.4/10 Good (3) "Great place to stay and excellent communication with owner. Close to subway station and local restaurants and grocery store. Would stay again." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kelly E. CA $428 CA $749 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/New-York-Hotels-Cozy-2BR-Manhattan-20-Min-To-Times-Square.h111447776.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/w1202h832x0y0-db000905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/9f3375a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/f53f774c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/w1222h835x4y0-3b2d6e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheerful Home in Yonkers NY Lincoln Park 7.6/10 Good (4) "Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tanya J. CA $346 CA $799 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Yonkers-Hotels-Cheerful-Home-In-Yonkers-NY.h83719534.Hotel-Information) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/ae91b214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6b001cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/005990bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/f49620ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Foliage at Westchester Manor - Near Sleepy Hollow Ossining CA $572 CA $1,290 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/a15ca564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/f9b4e67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/5b69a2fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/cc196904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3 Bd Home Pet Friendly, Parking and Laundry Cove - East Side - Shippan 9.4/10 Exceptional (3) "We chose to stay here for a family event nearby. We found the property very clean and comfortable throughout our stay and would not hesitate to book it again. Although this trip wasn’t about adventuring elsewhere, we know it is convenient to many great places in Fairfield County, Connecticut, as well as New York." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen L. CA $325 CA $697 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Stamford-Hotels-Spacious-3-Bd-Home-Pet-Friendly.h91998590.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120360000/120356600/120356528/b3e874c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120360000/120356600/120356528/96c2f52c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120360000/120356600/120356528/2f6e6dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/121000000/120360000/120356600/120356528/b6c683b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 6BR House with Pool & Outdoor BBQ Old Bethpage 10/10 Exceptional (2) "We enjoyed our stay. It was for work so we didn’t have much time to enjoy ourselves other than to rest when we could. I would love to book it again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew P. CA $1,309 CA $2,280 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Old-Bethpage-Hotels-Luxury-6BR-House-With-Pool-Outdoor-BBQ.h120356528.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101010000/101006900/101006838/2ecbbeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101010000/101006900/101006838/ca5e9f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101010000/101006900/101006838/d969f04e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101010000/101006900/101006838/ed8025ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Home near NY Beach, Private Workspace by Zen Living Glen Head 8.6/10 Excellent (7) "Property was clean and had everything we needed for a quick weekend trip. Host was super quick to respond and checked in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna G. CA $515 CA $963 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Glen-Head-Hotels-Family-Home-Near-NY-Beach.h101006838.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-24&endDate=2025-12-25®ionId=3000449448&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPort-Chester-Private-Vacation-Homes.d3000449448-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPort-Chester-Private-Vacation-Homes.d3000449448-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Port Chester Hotel Reviews ![Ly New York Hotel](https://images.trvl-media.com/lodging/102000000/101290000/101289700/101289650/00e8fce3_y.jpg) ### Ly New York Hotel 10/10 Excellent "Room was very clean and organized. Staff was friendly and helpful. Only con was that there’s not much around the area and the bus stop is about two blocks away. " [](https://expedia.ca/New-York-Hotels-Ly-New-York-Hotel.h101289650.Hotel-Information) ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg) ### Sonesta White Plains Downtown 10/10 Excellent "Clean room. Courteous staff. " [](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) ![Executive Inn - Fort Lee](https://images.trvl-media.com/lodging/1000000/20000/13900/13859/7a016213_y.jpg) ### Executive Inn - Fort Lee 10/10 Excellent "Stay was great staff was friendly had clean rooms and movable air conditioning " [](https://expedia.ca/Fort-Lee-Hotels-Mitchell-Executive-Hotel.h13859.Hotel-Information) ![voco Fiorello - LaGuardia Airport by IHG](https://images.trvl-media.com/lodging/93000000/92110000/92102700/92102639/67ecff2a_y.jpg) ### voco Fiorello - LaGuardia Airport by IHG 10/10 Excellent "I had an amazing stay at the voco Fiorello Hotel! From the moment I checked in, the staff made me feel welcomed and taken care of. The customer service was genuinely top-tier, friendly, attentive, and always ready to help with anything I needed. The room was spotless, modern, and super comfortable, with little touches that made the stay feel extra special. The bed was incredibly cozy, and the overall vibe of the hotel was relaxing and stylish. " [](https://expedia.ca/New-York-Hotels-Voco-Fiorello-Laguardia-East.h92102639.Hotel-Information) ![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg) ### Royal Regency Hotel 10/10 Excellent "The room was spotless. But I had to search for the plug near the bed to plug my phone into. Otherwise, I had a great time staying at the Regency, and I can't wait to book another." [](https://expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information) ![DoubleTree by Hilton New York LaGuardia Airport](https://images.trvl-media.com/lodging/1000000/10000/7700/7693/fe7c00e1_y.jpg) ### DoubleTree by Hilton New York LaGuardia Airport 10/10 Excellent "The hotel is beautiful and conveniently located about a mile from La Guardia Airport. There is a complementary shuttle offering transportation to and from the airport or to the closest subway station. You do need to travel away from the area to enjoy the major sights but the bus from the airport offers the convenience of taking you to a station that has multiple subway lines for you to choose from to get to your destinations. The rooms are clean and comfortable and the staff is pleasant and professional. This includes the shuttle drivers which are very helpful in getting you to where you need to go safely and fast. I will definitely book this location for my next trip. " [](https://expedia.ca/New-York-Hotels-LaGuardia-Plaza-Hotel.h7693.Hotel-Information) ![The Parc Hotel](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839377/8d3b6c89_y.jpg) ### The Parc Hotel 10/10 Excellent "Everything is great but they need to refill the coffee and tea without asking and also supply us with new cup and saucer. However, the size of the room is great! The bed is so comfy, i think the most comfy bed and pillow from all hotels i had in the past. Location is convenient and accessible to subway and bus and its close to outlet store if you are into shopping." [](https://expedia.ca/New-York-Hotels-The-Parc-Hotel.h6839377.Hotel-Information) ![New York LaGuardia Airport Marriott](https://images.trvl-media.com/lodging/1000000/10000/2900/2896/10db190f_y.jpg) ### New York LaGuardia Airport Marriott 10/10 Excellent "The hotel was much closer to the airport than I thought. You can actually see the airport from the hotel. Check in was seamless. The reception person answered all of my questions and she approve a 1:00 checkout on the spot. Usually you have to wait until the day of checkout to find out. She also made my transportation reservation. I could just relax and not worry about anything. I prefer to take a bath and I found out the room category I booked came with a shower. I was a little dissappointed but the shower had an adjustable shower head and I really enjoyed it. I ordered a small bite for the restaurant and the food was excellent. There was a complimentary computer station that allowed me to print my boarding pass and I even played some card games just like at home. I prefer not to travel with a computer plus I only stayed one day. I watched an HBO movie I wanted to watch. The room was immaculate. What else can I say. EXCELLENT HOTEL. " [](https://expedia.ca/New-York-Hotels-New-York-LaGuardia-Airport-Marriott.h2896.Hotel-Information) ![Hyatt Place Fort Lee / George Washington Bridge](https://images.trvl-media.com/lodging/47000000/46150000/46147000/46146924/b7fa89f1_y.jpg) ### Hyatt Place Fort Lee / George Washington Bridge 10/10 Excellent "Yes " [](https://expedia.ca/Fort-Lee-Paramus-Hotels-Hyatt-Place-Fort-Lee-George-Washington-Bridge.h46146924.Hotel-Information) ## Find out more about Port Chester ## Port Chester Vacation Homes information | Number of reviews | 286 | | ----------------- | ------------------ | | Accommodation | 354 Vacation Homes | | Lowest Price | CA $187 | | Highest Price | CA $2,280 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Rye Brook ](https://www.expedia.ca/4Star-Rye-Brook-Hotels.s40-0-d10820.Travel-Guide-Filter-Hotels) - [Hotels near Capitol Theatre ](https://www.expedia.ca/Capitol-Theatre-Hotels.0-l553248621532664534-0.Travel-Guide-Filter-Hotels) - 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